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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 12
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Original Articles

Novel Synthesis of 1-(1,2,3,5,6,7-Hexahydro- s-indacen-4-yl)-3-[4-(1-hydroxy-1-methyl-ethyl)-furan-2-sulfonyl]urea, an Anti-inflammatory Agent

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Pages 2029-2043 | Received 17 Oct 2002, Published online: 17 Aug 2006

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Weike Su, Weihui Zhong, Gaofeng Bian, Xiangjun Shi & Jianping Zhang. (2004) RECENT ADVANCES IN THE CHEMISTRY OF TRICHLOROMETHYL CHLOROFORMATE AND bis-(TRICHLOROMETHYL) CARBONATE. Organic Preparations and Procedures International 36:6, pages 499-547.
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Articles from other publishers (20)

Zhuoyue Li, Yiming Chen, Xiaolin Jiang, Penghui Lu, Chengli Wang, Zhimin Li, Xinyue Yu, Zixuan Yang, Shumin Ma, Shanshan Du, Zhengfu Tai, Xiaoyang Li, Siqi Zhang, Yuqi Jiang & Chong Qin. (2023) Novel Sulfonylurea-Based NLRP3 Inflammasome Inhibitor for Efficient Treatment of Nonalcoholic Steatohepatitis, Endotoxic Shock, and Colitis. Journal of Medicinal Chemistry.
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Pritam Thapa, Sunil P. Upadhyay, Vikas Singh, Varun C. Boinpelly, Jianping Zhou, David K. Johnson, Prajwal Gurung, Eung Seok Lee, Ram Sharma & Mukut Sharma. (2023) Chalcone: A potential scaffold for NLRP3 inflammasome inhibitors. European Journal of Medicinal Chemistry Reports 7, pages 100100.
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Christopher McBride, Lynnie Trzoss, Davide Povero, Milos Lazic, Geza Ambrus-Aikelin, Angelina Santini, Rama Pranadinata, Gretchen Bain, Ryan Stansfield, Jeffrey A. Stafford, James Veal, Ryan Takahashi, Justin Ly, Shu Chen, Liling Liu, Marika Nespi, Robert Blake, Arna Katewa, Tracy Kleinheinz, Swathi Sujatha-Bhaskar, Nandhini Ramamoorthi, Jessica Sims, Brent McKenzie, Mark Chen, Mark Ultsch, Matthew Johnson, Jeremy Murray, Claudio Ciferri, Steven T. Staben, Michael J. Townsend & Craig E. Stivala. (2022) Overcoming Preclinical Safety Obstacles to Discover ( S )- N -((1,2,3,5,6,7-Hexahydro- s -indacen-4-yl)carbamoyl)-6-(methylamino)-6,7-dihydro-5 H -pyrazolo[5,1- b ][1,3]oxazine-3-sulfonamide (GDC-2394): A Potent and Selective NLRP3 Inhibitor . Journal of Medicinal Chemistry 65:21, pages 14721-14739.
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Paloma Narros-Fernández, Mourad Chioua, Sonia A. Petcu, Daniel Diez-Iriepa, Laura Cerrada-Gálvez, Céline Decouty-Pérez, Alejandra Palomino-Antolín, Eva Ramos, Víctor Farré-Alins, Ana Belén López-Rodríguez, Alejandro Romero, José Marco-Contelles & Javier Egea. (2022) Synthesis and Pharmacological Evaluation of New N -Sulfonylureas as NLRP3 Inflammasome Inhibitors: Identification of a Hit Compound to Treat Gout . Journal of Medicinal Chemistry 65:8, pages 6250-6260.
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Tim Keuler, Dominic Ferber, Michael Marleaux, Matthias Geyer & Michael Gütschow. (2022) Structure–Stability Relationship of NLRP3 Inflammasome-Inhibiting Sulfonylureas. ACS Omega 7:9, pages 8158-8162.
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Tiziano De Ventura & Vinicio Zanirato. (2021) Recent Advances in the Synthesis of Sulfonylureas. European Journal of Organic Chemistry 2021:8, pages 1201-1214.
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Sameer Agarwal, Jignesh P. Pethani, Hardik A. Shah, Vismit Vyas, Santosh Sasane, Harsh Bhavsar, Debdutta Bandyopadhyay, Poonam Giri, Kasinath Viswanathan, Mukul R. Jain & Rajiv Sharma. (2020) Identification of a novel orally bioavailable NLRP3 inflammasome inhibitor. Bioorganic & Medicinal Chemistry Letters 30:21, pages 127571.
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Sameer Agarwal, Santosh Sasane, Hardik A. Shah, Jignesh P. Pethani, Prashant Deshmukh, Vismit Vyas, Pravin Iyer, Harsh Bhavsar, Kasinath Viswanathan, Debdutta Bandyopadhyay, Poonam Giri, Jogeswar Mahapatra, Abhijit Chatterjee, Mukul R. Jain & Rajiv Sharma. (2020) Discovery of N -Cyano-sulfoximineurea Derivatives as Potent and Orally Bioavailable NLRP3 Inflammasome Inhibitors . ACS Medicinal Chemistry Letters 11:4, pages 414-418.
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Vandana Deora, John D. Lee, Eduardo A. Albornoz, Luke McAlary, Cyril J. Jagaraj, Avril A. B. Robertson, Julie D. Atkin, Matthew A. Cooper, Kate Schroder, Justin J. Yerbury, Richard Gordon & Trent M. Woodruff. (2019) The microglial NLRP3 inflammasome is activated by amyotrophic lateral sclerosis proteins. Glia 68:2, pages 407-421.
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Sara J Thygesen, Karli E Takizawa, Avril A B Robertson, David P Sester & Katryn J Stacey. (2018) Compromised NLRP 3 and AIM 2 inflammasome function in autoimmune NZB /W F1 mouse macrophages . Immunology & Cell Biology 97:1, pages 17-28.
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Manohar Salla, Mark S. Butler, Nicholas L. Massey, Janet C. Reid, Matthew A. Cooper & Avril A.B. Robertson. (2018) Synthesis of deuterium-labelled analogues of NLRP3 inflammasome inhibitor MCC950. Bioorganic & Medicinal Chemistry Letters 28:4, pages 793-795.
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Manohar Salla, Mark S. Butler, Ruby Pelingon, Geraldine Kaeslin, Daniel E. Croker, Janet C. Reid, Jong Min Baek, Paul V. Bernhardt, Elizabeth M. J. Gillam, Matthew A. Cooper & Avril A. B. Robertson. (2016) Identification, Synthesis, and Biological Evaluation of the Major Human Metabolite of NLRP3 Inflammasome Inhibitor MCC950. ACS Medicinal Chemistry Letters 7:12, pages 1034-1038.
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Michael J. Primiano, Bruce A. Lefker, Michael R. Bowman, Andrea G. Bree, Cedric Hubeau, Paul D. Bonin, Matthew Mangan, Ken Dower, Brian G. Monks, Leah Cushing, Stephen Wang, Julia Guzova, Aiping Jiao, Lih-Ling Lin, Eicke Latz, David Hepworth & J. Perry Hall. (2016) Efficacy and Pharmacology of the NLRP3 Inflammasome Inhibitor CP-456,773 (CRID3) in Murine Models of Dermal and Pulmonary Inflammation. The Journal of Immunology 197:6, pages 2421-2433.
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Roman D. Savka & Herbert Plenio. (2012) A hexahydro-s-indacene based NHC ligand for olefin metathesis catalysts. Journal of Organometallic Chemistry 710, pages 68-74.
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John A. Brailsford, Ryan Lauchli & Kenneth J. Shea. (2009) Synthesis of the Bicyclic Welwitindolinone Core via an Alkylation/Cyclization Cascade Reaction. Organic Letters 11:22, pages 5330-5333.
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Gregory S. Basarab, Pamela J. Hill, Abdullah Rastagar & Peter J.H. Webborn. (2008) Design of Helicobacter pylori glutamate racemase inhibitors as selective antibacterial agents: A novel pro-drug approach to increase exposure. Bioorganic & Medicinal Chemistry Letters 18:16, pages 4716-4722.
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Kenneth C. Waterman, Anthony J. Carella, Michael J. Gumkowski, Patrick Lukulay, Bruce C. MacDonald, Michael C. Roy & Sheri L. Shamblin. (2007) Improved Protocol and Data Analysis for Accelerated Shelf-Life Estimation of Solid Dosage Forms. Pharmaceutical Research 24:4, pages 780-790.
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Sonia Macho, Daniel Miguel, Teresa Gómez, Teresa Rodríguez & Tomás Torroba. (2005) From Cyclopentanone Oximes to Bis[1,2,3]dithiazolo- s -indacenes, Cyclopenta[ c ][1,2]thiazine, Pentathiepino-, Tetrathiino-, and Thienocyclopenta[1,2,3]dithiazoles as a Rich Source of New Materials . The Journal of Organic Chemistry 70:23, pages 9314-9325.
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Karen M. Alsante, Peter Boutros, Michel A. Couturier, Robert C. Friedmann, Jeffrey W. Harwood, George J. Horan, Andrew J. Jensen, Qicai Liu, Linda L. Lohr, Ronald Morris, Jeffrey W. Raggon, George L. Reid, Dinos P. Santafianos, Thomas R. Sharp, John L. Tucker & Glenn E. Wilcox. (2004) Pharmaceutical impurity identification: A case study using a multidisciplinary approach. Journal of Pharmaceutical Sciences 93:9, pages 2296-2309.
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Frank J. Urban, V. John Jasys, Jeffrey W. Raggon, Richard A. Buzon, Paul D. Hill, James F. Eggler & John D. Weaver. (2003) Novel Synthesis of 1‐(1,2,3,5,6,7‐Hexahydro‐s‐indacen‐4‐yl)‐3‐ [4‐(1‐hydroxy‐1‐methyl‐ethyl)‐furan‐2‐sulfonyl]urea, an Antiinflammatory Agent.. ChemInform 34:43.
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